Elegant brick Tudor home seamlessly blends historic elegance with contemporary updates. Built-in 1923, this move-in-ready home has been carefully updated to suit today's lifestyle while preserving its original details. Enjoy the best of both worlds with a Winnetka address and access to the highly regarded Kenilworth school system, including Joseph Sears (JK-8th grade), and within walking distance to New Trier High School. The home offers four bedrooms, three full baths, and three half baths, providing ample space for family and guests. The open-concept family room and eat-in kitchen, updated in 2019, feature custom cabinetry, Quartzite countertops, and premium Wolf and Sub-Zero appliances. Elegant living spaces with a wood-paneled painted library add a cozy ambiance, and an oversized living room with hardwood floors and a wood-burning fireplace exude warmth and character. The luxurious primary suite, also renovated in 2019, includes a spa-like bathroom with a freestanding tub, dual vanity, and two custom closets. The recently renovated powder room features heated floors, updated lighting, and a custom vanity with a Quartzite countertop. Additional updated baths on the second and third floors provide modern comfort. The basement has been completely updated with a new half bath, laundry room with custom cabinets and tile, and luxury vinyl plank (LVP) flooring in the rec room. Recent upgrades include new windows, electrical and plumbing systems, a new roof, gutters with covers, copper flashing, a new AC unit, and a new garage door motor. This turnkey home has been meticulously maintained and updated, blending historic charm and modern convenience. This property is ideal for those looking for a beautifully maintained home with modern amenities in a prime location. Don't miss the opportunity to see this stunning Tudor!
Single-familyProperty Type
1923Year Built
9,178 sq ftLot Size
$745Est. Price/Sq.Ft.
2 car garageParking
Listed by Christie Ascione• @properties Christie's International Real Estate
Listed by Lisa Weis• @properties Christie's International Real Estate
Timeless elegance meets English character in this classic East Winnetka home. Intimate paneled library with built-in cabinetry. Living room flooded with light, a fireplace and large bay window. Sun-drenched De Giulio kitchen with birch cabinets and banquette seating. Four corner bedrooms. Dining Room with French doors leads to an oversized patio with seating wall and a beautifully landscaped deep backyard. Walk to Sears and New Trier High School, Metra train and Elder Beach!
Year
Property tax
Land + Additions
Assessment*
2023
$23,007 (+6.5%)
$25,704 + $135,608
$161,312
2022
$21,594 (−12.3%)
$27,540 + $69,160
$96,700
2021
$24,635 (+2.5%)
$20,196 + $68,499
$88,695
2020
$24,025 (−0.6%)
$20,196 + $68,499
$88,695
2019
$24,170 (−2.0%)
$20,196 + $77,272
$97,468
2018
$24,668 (−9.2%)
$17,442 + $79,596
$97,038
2017
$27,156 (+5.9%)
$17,442 + $92,567
$110,009
2016
$25,648 (−0.2%)
$17,442 + $92,567
$110,009
2015
$25,695 (+2.3%)
$14,229 + $83,310
$97,539
2014
$25,109 (−4.3%)
$14,229 + $83,310
$97,539
2013
$26,239 (+3.0%)
$14,229 + $92,723
$106,952
2012
$25,463 (+4.7%)
$15,835 + $94,483
$110,318
2011
$24,313 (+2.8%)
$15,835 + $94,483
$110,318
2010
$23,641 (+3.7%)
$15,835 + $94,483
$110,318
2009
$22,790 (+3.9%)
$16,065 + $106,598
$122,663
2008
$21,941 (+15.7%)
$25,704 + $103,416
$129,120
2007
$18,966
$25,704 + $103,416
$129,120
Tax history for 38 Essex Rd
Year
Property tax
Land + Additions
Assessment*
2023
$23,007 (+6.5%)
$25,704 + $135,608
$161,312
2022
$21,594 (−12.3%)
$27,540 + $69,160
$96,700
2021
$24,635 (+2.5%)
$20,196 + $68,499
$88,695
2020
$24,025 (−0.6%)
$20,196 + $68,499
$88,695
2019
$24,170 (−2.0%)
$20,196 + $77,272
$97,468
2018
$24,668 (−9.2%)
$17,442 + $79,596
$97,038
2017
$27,156 (+5.9%)
$17,442 + $92,567
$110,009
2016
$25,648 (−0.2%)
$17,442 + $92,567
$110,009
2015
$25,695 (+2.3%)
$14,229 + $83,310
$97,539
2014
$25,109 (−4.3%)
$14,229 + $83,310
$97,539
2013
$26,239 (+3.0%)
$14,229 + $92,723
$106,952
2012
$25,463 (+4.7%)
$15,835 + $94,483
$110,318
2011
$24,313 (+2.8%)
$15,835 + $94,483
$110,318
2010
$23,641 (+3.7%)
$15,835 + $94,483
$110,318
2009
$22,790 (+3.9%)
$16,065 + $106,598
$122,663
2008
$21,941 (+15.7%)
$25,704 + $103,416
$129,120
2007
$18,966
$25,704 + $103,416
$129,120
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
5
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
9,180 Sq. Ft.
Year renovated
—
Sq. Ft.
2,948
Year built
1923
Style
Single Family Residential
County
Cook County
APN
05282040150000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 16, 2026.
R4
Single-Family Residential District
The requirements set forth in this chapter, together with other provisions set forth in the Building Code of the Village, have been adopted in order to provide for a single-family residential environment of relatively intense suburban character, where the degree of improvements upon an individual parcel of land is in approximate balance with the landscape area of such parcel of land. Due to the mature character of development within this district, such requirements are also intended to assure that future modifications to existing structures, or the replacement of existing structures with new structures, will not alter the scale and general character of established neighborhoods. In this regard, the requirements set forth in this chapter are further intended to foster development which is compatible, in general, with the character of existing single-family development within the immediate neighborhood with respect to external architectural scale, landscaping and other site improvements.